An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh<inf>3</inf>

An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh<inf>3</inf>

© The Royal Society of Chemistry. A rapid, facile, and efficient mechanochemical synthesis of amides from carboxylic acids has been developed through an in situ acid activation with 2,4,6-trichloro-1,3,5-triazine and a catalytic amount of PPh<inf>3</inf>. Under room temperature solvent-d...

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Main Authors: Chuthamat Duangkamol, Subin Jaita, Sirilak Wangngae, Wong Phakhodee, Mookda Pattarawarapan
Format: Journal
Published: 2018
Subjects:
Chemical Engineering
Chemistry
Online Access:https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84934893993&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/54256
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-542562018-09-04T10:11:08Z An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh&lt;inf&gt;3&lt;/inf&gt; Chuthamat Duangkamol Subin Jaita Sirilak Wangngae Wong Phakhodee Mookda Pattarawarapan Chemical Engineering Chemistry © The Royal Society of Chemistry. A rapid, facile, and efficient mechanochemical synthesis of amides from carboxylic acids has been developed through an in situ acid activation with 2,4,6-trichloro-1,3,5-triazine and a catalytic amount of PPh<inf>3</inf>. Under room temperature solvent-drop grinding of the reactants in the presence of an inorganic base, a variety of carboxylic acids including aromatic acids, aliphatic acids, and N-protected α-amino acids undergo amidation to afford amides in moderate to excellent yields. The method is also compatible with Fmoc, Cbz, and Boc protecting groups which yields protected optically active dipeptides without detectable racemization. 2018-09-04T10:10:11Z 2018-09-04T10:10:11Z 2015-01-01 Journal 20462069 2-s2.0-84934893993 10.1039/c5ra10127a https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84934893993&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/54256
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Chemical Engineering
Chemistry
spellingShingle Chemical Engineering
Chemistry
Chuthamat Duangkamol
Subin Jaita
Sirilak Wangngae
Wong Phakhodee
Mookda Pattarawarapan
An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh&lt;inf&gt;3&lt;/inf&gt;
description © The Royal Society of Chemistry. A rapid, facile, and efficient mechanochemical synthesis of amides from carboxylic acids has been developed through an in situ acid activation with 2,4,6-trichloro-1,3,5-triazine and a catalytic amount of PPh<inf>3</inf>. Under room temperature solvent-drop grinding of the reactants in the presence of an inorganic base, a variety of carboxylic acids including aromatic acids, aliphatic acids, and N-protected α-amino acids undergo amidation to afford amides in moderate to excellent yields. The method is also compatible with Fmoc, Cbz, and Boc protecting groups which yields protected optically active dipeptides without detectable racemization.
format Journal
author Chuthamat Duangkamol
Subin Jaita
Sirilak Wangngae
Wong Phakhodee
Mookda Pattarawarapan
author_facet Chuthamat Duangkamol
Subin Jaita
Sirilak Wangngae
Wong Phakhodee
Mookda Pattarawarapan
author_sort Chuthamat Duangkamol
title An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh&lt;inf&gt;3&lt;/inf&gt;
title_short An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh&lt;inf&gt;3&lt;/inf&gt;
title_full An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh&lt;inf&gt;3&lt;/inf&gt;
title_fullStr An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh&lt;inf&gt;3&lt;/inf&gt;
title_full_unstemmed An efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and PPh&lt;inf&gt;3&lt;/inf&gt;
title_sort efficient mechanochemical synthesis of amides and dipeptides using 2,4,6-trichloro-1,3,5-triazine and pph&lt;inf&gt;3&lt;/inf&gt;
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84934893993&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/54256
_version_ 1681424287205949440

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